80646-00-0

Usage

Uses

Used in Pharmaceutical Industry:
Benzenepropanoic acid, 4-fluoro-b-oxois used as an intermediate in the synthesis of pharmaceutical drugs for its ability to be incorporated into various drug molecules, enhancing their therapeutic properties and effectiveness.
Used in Chemical Industry:
Benzenepropanoic acid, 4-fluoro-b-oxois used as a versatile intermediate in the synthesis of various organic compounds for its ability to participate in multiple chemical reactions and processes, contributing to the development of new chemical products and technologies.

InChI:InChI=1/C9H7FO3/c10-7-3-1-6(2-4-7)8(11)5-9(12)13/h1-4H,5H2,(H,12,13)

Upstream product

• 14171-36-9 methyl magnesium carbonate 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 1999-00-4 ethyl 3-(4'-fluorophenyl)-3-oxopropionate 
• 63131-29-3 methyl 4-fluorobenzoyl acetate 

Downstream Products

• 1408378-64-2 1-(4-fluorophenyl)-2-(isochroman-1-yl)ethanone 
• 369-41-5 2-fluoro-1-(4-fluorophenyl)ethanone 
• 50562-06-6 2,2-difluoro-1-(4-fluorophenyl)ethan-1-one 
• 1040232-80-1 (S)-2-[3-(4-fluorophenyl)-3-oxo-1-phenylpropyl]malononitrile 

Relevant academic research and scientific papers

Enantioselective decarboxylative Mannich reaction of β-keto acids withC-alkynylN-BocN,O-acetals: access to chiral β-keto propargylamines

The chiral keto-substituted propargylamines are an essential class of multifunctional compounds in the field of organic and pharmaceutical synthesis and have attracted considerable attention, but the related synthetic approaches remain limited. Therefore, a concise and efficient method for the enantioselective synthesis of β-keto propargylaminesviachiral phosphoric acid-catalyzed asymmetric Mannich reaction between β-keto acids andC-alkynylN-BocN,O-acetals as easily availableC-alkynyl imine precursors has been demonstrated here, affording a broad scope of β-ketoN-Boc-propargylamines in high yields (up to 97%) with generally high enantioselectivities (up to 97?:?3 er).

Engineered Biosynthesis of Fungal 4-Quinolone Natural Products

Quinolone-containing natural products are widely found in bacteria, fungi, and plants. The fungal quinolactacins, which are N-methyl-4-quinolones, display a wide spectrum of biological activities. Here we uncovered a concise nonribosomal peptide synthetase pathway involved in quinolactacin A biosynthesis from Penicillium by using heterologous reconstitution and in vitro enzymatic synthesis. The N-desmethyl analog of quinolactacin A was accessed through the construction of a hybrid bacterial and fungi pathway in the heterologous host.

Synthesis of novel proxyphylline derivatives with dual Anti-Candida albicans and anticancer activity

Three out of 16 newly synthesized 1,3-dimethylxanthine derivatives (proxyphylline analogues) exhibited consistencies between antifungal and anticancer properties. Proxyphylline possessing 1-(10H-phenothiazin-10-yl)propan-2-yl (6) and polybrominated benzimidazole (41) or benzotriazole moiety (42) remained selectively cidal against Candida albicans (lg R ≥ 3 at conc. of 31, 36 and 20 μM, respectively) however not against normal mammalian Vero cell line in vitro (IC50 ≥ 280 μM) and Galleria mellonella in vivo. These compounds also displayed moderate antineoplastic activity against human breast adenocarcinoma (MCF-7) cell line (EC50 = 80 μM) and high against peripheral blood T lymphoblast (CCRF-CEM) (EC50 = 6.3–6.5 μM). In addition, 6 and 42 exerted: (1) dual activity against fungal adhesion and damage mature biofilm; (2) necrosis of planktonic cells due to loss of membrane function and of structural integrity; (3) biochemical (inhibition of sessile cell respiration) and morphological changes in cell wall polysaccharide contents. Therefore, leading proxyphylline derivatives can be employed to prevent cancer-associated biofilm Candida infections.

Copper-Catalysed Decarboxylative Trifluoromethylation of β-Ketoacids

An efficient method for Cu-catalyzed decarboxylative trifluoromethylation of β-ketoacids to achieve α-trifluoromethyl ketones was developed. A wide variety of synthetically useful α-trifluoromethyl ketones were obtained in modest to good yields under mild reaction conditions. The present method also exhibits good functional-group compatibility.

Scope and mechanism of enantioselective michael additions of 1,3-dicarbonyl compounds to nitroalkenes catalyzed by nickel(II)-diamine complexes

Readily prepared Ni(II)-bis[(R,R)-N,N′-dibenzylcyclohexane-1,2- diamine]Br2 was shown to catalyze the Michael addition of 1,3-dicarbonyl compounds to nitroalkenes at room temperature in good yields with high enantioselectivities. The two diamine ligands in this system each play a distinct role: one serves as a chiral ligand to provide stereoinduction in the addition step while the other functions as a base for substrate enolization. Ligand modification within the catalyst was also investigated to facilitate the reaction of aliphatic nitroalkenes, 1,3-diketones, and β-ketoacids. Ni(II)-bis[(R,R)-N,N′-di-p-bromo-benzylcyclohexane-1,2-diamine]Br 2 was found to be an effective catalyst in these instances. Furthermore, monodiamine complex, Ni(II)-[(R,R)-N,N′-dibenzylcyclohexane- 1,2-diamine]Br2, catalyzed the addition reaction in the presence of water. The proposed model for stereochemical induction is shown to be consistent with X-ray structure analysis.

NITROIMIDAZOLES XI. SYNTHESES OF SUBSTITUTED (1-METHYL-5-NITRO-2-IMIDAZOLYL)PYRAZOLES

The β-diketone derivatives of nitroimidazole were synthesized from the reaction of magnesium salt of β-keto acids (2) with imidazolide (3).The β-keto acids (1) were obtained from the hydrolysis of β-keto esters (5) or the reaction of magnesium methylcarbonate with the ketone (6).The reaction of β-diketones (4) with hydrazine afforded the pyrazoles (7), which were converted to N-methylpyrazoles (8) and (9).The latters could also be obtained from the reaction of β-diketones (4) with methylhydrazine.